6-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-2-(2-oxo-2-(3-(pyridin-3-yl)phenyl)ethyl)benzoic acid

ID: ALA5287267

Max Phase: Preclinical

Molecular Formula: C26H25NO5

Molecular Weight: 431.49

Names and Identifiers

Canonical SMILES:  COc1cc(O)c(C(=O)O)c(CC(=O)c2cccc(-c3cccnc3)c2)c1CC=C(C)C

Standard InChI:  InChI=1S/C26H25NO5/c1-16(2)9-10-20-21(25(26(30)31)23(29)14-24(20)32-3)13-22(28)18-7-4-6-17(12-18)19-8-5-11-27-15-19/h4-9,11-12,14-15,29H,10,13H2,1-3H3,(H,30,31)

Standard InChI Key:  DTWKYEPZXFGVCF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.1414    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5707   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1412   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4296   -1.2382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7149    2.4751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    1.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414    2.4744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691   -0.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707   -0.8230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588   -1.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
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  6  7  1  0
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  5  9  1  0
  9 10  1  0
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  4 14  1  0
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  3 24  1  0
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 24 26  1  0
  2 27  1  0
 28 22  2  0
 29 28  1  0
 30 29  2  0
 31 30  1  0
 32 31  2  0
 22 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287267

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 431.49

Molecular Weight (Monoisotopic): 431.1733

AlogP: 5.10

#Rotatable Bonds: 8

Polar Surface Area: 96.72

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.83

CX Basic pKa: 4.72

CX LogP: 4.17

CX LogD: 2.02

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: 0.48

References

1. Xu XT, Shi LY, Ban YJ, Luo BL, Zhu GF, Guo B, Tang L, Sang ZP, Wang JT..  (2023)  Design, synthesis and biological evaluation of cajanonic acid A analogues as potent PPAR γ antagonists.,  80  [PMID:36414176] [10.1016/j.bmcl.2022.129081]

Source

Source(1):

• Scientific Literature